Synthesis of β-l-rhamnosyl pyrophosphate esters of thymidine, uridine, and 2′-deoxyuridine

  • V. N. Shibaev
  • G. P. Eliseeva
  • Yu. Yu. Kusov
  • V. A. Petrenko
  • S. S. Mishchenko
  • N. K. Kochetkov
Organic and Biological Chemistry


  1. 1.

    We have carried out the chemical synthesis of some nucleoside 5′-(β-L-rhanmosyl pyrophosphates), derivatives of thymidine, uridine, and 2′-deoxyuridine.

  2. 2.

    We have developed a convenient modification of the pyrophosphate method for the synthesis of sugar nucleotides.



Sugar Ester Nucleotide Thymidine Nucleoside 
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Literature cited

  1. 1.
    N. K. Kochetkov and V. N. Shibaev, Adv. Carbohyd. Chem. Biochem.,28, 307 (1973).Google Scholar
  2. 2.
    N. K. Kochetkov and V. N. Shibaev, Izv. Akad. Nauk SSSR, Ser. Khim., 1169 (1974).Google Scholar
  3. 3.
    E. E. B. Smith, B. Galloway, and G. T. Miles, Biochim. Biophys. Acta,33, 276 (1959).PubMedGoogle Scholar
  4. 4.
    R. Okazaki, T. Okazaki, and Y. Kuriki, Biochim. Biophys. Acta,38, 384 (1960).PubMedGoogle Scholar
  5. 5.
    R. Okazaki, Biochim. Biophys. Acta,44, 478 (1960).PubMedGoogle Scholar
  6. 6.
    N. L. Blumson and J. Baddiley, Biochem. J.,81, 114 (1961).PubMedGoogle Scholar
  7. 7.
    V. Ginsburg, J. Biol. Chem.,241, 3750 (1966).PubMedGoogle Scholar
  8. 8.
    H. Kauss, Biochem. Biophys. Res. Commun.,18, 170 (1965).PubMedGoogle Scholar
  9. 9.
    M. M. V. Hampe and N. S. Gonzales, Biochim. Biophys. Acta,148, 566 (1967).PubMedGoogle Scholar
  10. 10.
    L. Glaser and S. Kornfeld, J. Biol. Chem.,236, 1795 (1961).PubMedGoogle Scholar
  11. 11.
    J. H. Pazur and E. W. Schueu, J. Biol. Chem.,236, 1780 (1961).PubMedGoogle Scholar
  12. 12.
    R. L. Bernstein and P. W. Robbins, J. Biol. Chem.,24, 391 (1965).Google Scholar
  13. 13.
    G. A. Barber, Arch. Biochem. Biophys.,103, 276 (1963).PubMedGoogle Scholar
  14. 14.
    G. A. Barber, Biochem. Biophys. Res. Commun.,8, 204 (1962).PubMedGoogle Scholar
  15. 15.
    A. Wright, M. Dankert, and P. W. Robbins, Proc. Natl. Acad. Sci. USA,54, 235 (1965).PubMedGoogle Scholar
  16. 16.
    I. M. Weiner, T. Higushi, L. Rothfield, M. Salmarsch-Andrew, M. J. Osborn, and B. L. Horecker, Proc Natl. Acad. Sci. USA,54, 228 (1965).PubMedGoogle Scholar
  17. 17.
    V. N. Shibaev, Yu. Yu. Kusov, V. A. Petrenko, and N. K. Kochetkov, Izv. Akad. Nauk SSSR, Ser. Khim., 1852 (1974).Google Scholar
  18. 18.
    S. Roseman, J. J. Distler, J. G. Moffat, and H. G. Khorana, J. Amer. Chem. Soc.,83, 659 (1961).Google Scholar
  19. 19.
    N. K. Kochetkov, E. I. Budovskii, V. N. Shibaev, and K. S. Lebedeva, Izv. Akad. Nauk SSSR, Ser. Khim., 897 (1969).Google Scholar
  20. 20.
    A. M. Michelson, Biochim. Biophys. Acta,91, 1 (1964).PubMedGoogle Scholar
  21. 21.
    J. T. Park and M. J. Johnson, J. Biol. Chem.,181, 149 (1949).PubMedGoogle Scholar
  22. 22.
    R. S. Bandurski and B. Axelrod, J. Biol. Chem.,193, 105 (1951).Google Scholar
  23. 23.
    J. G. Moffat and H. G. Khorana, J. Am. Chem. Soc.,83, 649 (1961).Google Scholar

Copyright information

© Plenum Publishing Corporation 1977

Authors and Affiliations

  • V. N. Shibaev
    • 1
  • G. P. Eliseeva
    • 1
  • Yu. Yu. Kusov
    • 1
  • V. A. Petrenko
    • 1
  • S. S. Mishchenko
    • 1
  • N. K. Kochetkov
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of Sciences of the USSRMoscow

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